St Michaels, MD Bed and Breakfast and Inns in 2023

READY TO BOOK ONE OF THE BED AND BREAKFASTS IN ST MICHAELS, MD?

You’ve come to the right place — because I live in Baltimore, Maryland, not too far from St Michaels, Talbot county — and I’ve spent quite a bit of time there. I am all about visiting St Michaels but not going crazy with expenses and this guide to the best Bed and breakfasts in St Michaels will help you do just that. 

St. Michaels, Maryland is a charming and historic coastal town located in Talbot county that offers the perfect destination for a relaxing getaway! Nestled on the eastern shore of Maryland’s Chesapeake Bay, this quaint fishing village is home to some of the best bed and breakfast inns in the area. Visitors can enjoy stunning views or take advantage of many activities such as kayaking while in Maryland and biking along scenic trails. 

From cozy cottages to grand waterfront mansions, St. Michaels has everything you need for an unforgettable stay plus lots of fun things to do in St Michaels. Come experience true hospitality at its finest when you book your stay at one of its beautiful bed & breakfasts!

Quick Guide: St Michaels, MD Bed and Breakfast

Best St Michaels, MD Bed and Breakfast and Inns

1. Parsonage Inn

Parsonage Inn is a Victorian Inn with an onsite innkeeper and known for its hospitality, scrumptious breakfasts, access to the outdoor swimming pool at The George Brooks House during the summer months, and more. The innkeeper is really helpful and tries to ensure everyone has a great stay. 

The Inn rates also include full gourmet breakfast every morning. The inn is not far from a lot of interesting places  such as Chesapeake Bay Maritime Museum and other restaurants and shops.  Visitors can rent a paddle board or kayak to explore the harbor.

Their sister inn, the George Brooks House B&B is located just 1/2 mile past the Parsonage Inn. This inn is truly an excellent location that is a good walking distance to everything in town with cruising bikes available on-site for longer trips. 

2. Tilghman Island Inn

Another nice Inn in Tilghman Island close to St Michaels, Tilghman Island Inn is newly renovated and is a luxurious inn with a chef owned restaurant. The Tilghman Island Inn is an ideal destination for those seeking a peaceful and relaxing getaway. Located on the picturesque Chesapeake Bay, this charming inn offers stunning views of the water as well as access to a variety of outdoor activities such as fishing, kayaking and sailing. 

Guests can also enjoy a range of amenities including comfortable rooms with modern furnishings, spa services, dining options and more. This historic inn, dating back to the early 1800s, has been beautifully restored and updated with all the modern amenities to provide an unforgettable stay for guests. 

The food here is fantastic and the inn has some of the best views in the Chesapeake. 

3. Waterfront Hambleton Inn Bed and Breakfast, LLC

Situated in the picturesque town of St. Michaels, Maryland, Hambleton Inn Bed and Breakfast, LLC offers a unique lodging experience. This family owned and operated inn has been providing guests with comfortable rooms since 1877. It features both classic charm and modern amenities that make it ideal for any traveler looking for an unforgettable stay. 

The location of this inn is perfect, right on the water and within easy walking distance of the charming shops and restaurants of St Michael’s and most things. The rooms are beautifully decorated, with comfortable beds and a firepit down by the water to sit and enjoy some peaceful time or simply a bottle of locally-produced wine.

They have delicious breakfasts created and served by the private chef and they are amazing. Some rooms such as the Green Nature King Suite, have in-room jacuzzi and a relaxing porch.

4. Wades Point Inn

Wades Point Inn in St. Michaels, Maryland, is a charming and historic waterfront retreat that captures the essence of Eastern Shore living. This enchanting property boasts a unique blend of old-world elegance and modern comfort, offering guests a relaxing and authentic experience. 

The inn is close to town where they have cute shops and a variety of good restaurants. It does not have a pool but there is the bay and the inn has its own dock.

Guests are welcome to use the complimentary on-site kayaks, paddleboards, bikes, floating rafts/chairs, and fishing poles during their Chesapeake Bay getaway. This is also a great spot if you want a few quiet days away from the noise and bustle of everyday life with its relaxing atmosphere, beautiful views, friendly staff and yummy breakfast.

There is limited wifi access and most rooms do not have TV which I believe is intentional.

5. George Brooks House Bed and breakfast

The George Brooks House Bed and Breakfast in St. Michaels, Maryland, is a cozy and inviting haven. This beautifully restored 19th-century home boasts six spacious and elegant guest rooms, each featuring unique décor and luxurious amenities such as plush bedding, fireplaces, and whirlpool tubs. 

Guests can enjoy a delicious gourmet breakfast in the sunny dining room or on the front porch overlooking the charming streets of St. Michaels. The property is also ideally located just steps from the town’s many attractions, including museums, shops, and restaurants, as well as the scenic waterfront. It has a pool and hot tub which is nice. 

6. Victoriana Inn

The Victoriana Inn  is located on the harbor in the Historic District of St. Michaels, Maryland and is a charming and romantic bed and breakfast that embodies the timeless elegance of the Victorian era. This historic property, built in 1865, offers guests a truly unique experience with its ornate and intricate architectural details, beautifully appointed guest rooms, and exceptional amenities.

The inn is for adults only as kids under the age of 15 are not allowed most likely due to the water access. They also have a 2 person maximum occupancy. Each of the inn’s guest rooms is exquisitely decorated with antiques, luxurious linens, and modern conveniences like flat-screen TVs and free Wi-Fi. Guests can indulge in a delicious homemade breakfast in the elegant dining room, or relax with a book in the cozy sitting room.

The inn’s prime location just a few blocks from the charming shops and restaurants of St. Michaels makes it the perfect home base for exploring all the town has to offer. 

The owners Ted and Heidi are very welcoming and were always around with a warm smile. One of the best feature is the front porch where guests can rock to view the harbor and if you wake up early enough, you might be greeted by a beautiful harbor sunrise. 

7. Log Canoe Inn

The Log Canoe Inn, located in St. Michaels Maryland, is a charming and cozy inn situated right at the waterfront view of the Harbor, and is nestled right in the heart of St. Michaels. The inn offers six luxurious accommodations with each room being uniquely decorated and offering incredible views of the harbor. 

This historic property has been lovingly restored to its original beauty with unique and cozy guest rooms featuring warm wood paneling, exposed beams, and comfortable furnishings. An amazing feature is the lawn with the Adirondack chair where guests can sit and watch the boats come in and out of the marina or the beautiful sunset.

The inn’s ideal location, just a short walk from the historic downtown area, makes it the perfect base for exploring the charming shops, galleries, and restaurants of St. Michaels. 

8. Black Walnut Point Inn

Although located in Tilghman Island about 20 minutes away from St Michaels, MD, Black walnut point inn is a place to check out.

Guests can unwind on the inn’s spacious wrap-around porch, explore the property’s private beaches and trails, or relax by the fire pit with a good book. The inn’s unparalleled location also offers easy access to some of the region’s best attractions, including sailing, fishing, and kayaking.

The inn is home to a lot of wedding ceremonies and its scenic coastal charm is worth it. The rooms are all very unique, clean, and comfortable and the complimentary breakfasts are amazing. The hosts Bob and Tracey are always very courteous and friendly.

In the mornings, guests are treated to a gourmet breakfast featuring fresh and locally sourced ingredients. With its luxurious accommodations, stunning views, and exceptional amenities, the Black Walnut Point Inn is the perfect destination for a romantic getaway or a peaceful retreat in the heart of the Chesapeake Bay region.

Unlike some of the other inns, I do not think they have bikes, canoe or kayak to use during your stay. Like most B&B here, kids under the age of 12 are not allowed here unless for weddings. This is due to their close proximity to water.

9. The Old Brick Inn

Nestled in the heart of the picturesque town of St. Michaels, Maryland, the Old Brick Inn exudes charm and elegance. This historic inn, dating back to the early 1800s, has been lovingly restored and now offers a delightful blend of old-world charm and modern amenities. With its quaint brick facade, beautiful gardens, and cozy rooms, the Old Brick Inn is the perfect retreat for those seeking a relaxing getaway. 

The Old Brick Inn also has an acclaimed restaurant where you can enjoy locally sourced seafood dishes prepared by talented chefs. It is located within walking distance of almost everything in St. Michael’s so you could park your car and never go back to it till you are leaving.

With its warm hospitality and timeless charm, the Old Brick Inn is a true gem of the Eastern Shore.

10. Inn at Perry Cabin

The Inn at Perry Cabin in St. Michaels, Maryland is a picturesque retreat that combines elegant charm with modern luxury. Situated on the banks of the Miles River, this historic inn offers breathtaking views and an array of amenities that are sure to delight guests.

With access to world-class amenities such as their private beach club, championship golf course, tennis courts and tranquil spa services, you’ll be sure to find something for everyone during your stay.

The Inn is also built on about 26 acres of gardens, orchards, wildflowers and lawns which are perfect for guests to stroll in. 

Pro tip: I would recommend having the champagne on the lawn, trying out the dining at the in-house restaurants, bikes, and boat tours on the Chesapeake. Plus If you’re an early bird, wake up to watch the sunrise over the water. 

The Inn’s award-winning restaurant, Stars, offers a really great menu and food.

11. St Michaels Harbour Inn, Marina and Spa

Located on the historic harbor of St Michaels, MD, this stunning waterfront property offers spectacular views of the marina and surrounding area. Guests can enjoy a variety of amenities, including a large outdoor pool with cabanas, private beach access, full-service spa treatments and fine dining at the award-winning restaurant.

Harbour Inn has about 52 rooms with a variety of amenities in them. The inn’s marina is the perfect spot to set sail on a sunset cruise or explore the quaint town of St. Michaels. The onsite spa offers a range of treatments, from massages to facials, that will leave you feeling refreshed and renewed.

Bikes are free to ride anywhere as well as shuttle service if you do not want to walk or drive.

Pro tip: Try the oyster buffet at the hotel restaurant!

12. The Oaks Waterfront Inn

The Oaks Waterfront Inn in St. Michaels Maryland is the perfect destination for a luxurious and relaxing getaway. It is located on a cove off the Chesapeake Bay, just an hour from Annapolis and so conveniently located close  to the quaint town of St. Michael’s. With its stunning waterfront views and sprawling 10-acre property, The Oaks offers a unique and luxurious experience for its guests, with stunning views of nature, along with comfortable accommodations and excellent amenities.

From private balconies overlooking the water to spacious rooms with modern furnishings, guests can enjoy all the comforts of home while taking in breathtaking sunsets or watching boats drift by from their own private retreat.

Guests can take a dip in the pool, go golfing, go kayaking or paddle-boarding on the Miles River, or simply enjoy the peace and quiet on one of the many porches or patios. 

The complimentary canoes on site as well as the Adirondack chairs overlooking the water are great to explore.

13. Dr Dodson House Bed and Breakfast

Built in the 18th century, this historic property boasts five beautifully appointed guest rooms, each with its own unique character and charm. From the inviting front porch to the cozy common areas, every corner of this bed and breakfast exudes warmth and hospitality. 

Frequently asked questions on St Michaels, MD Bed and Breakfast and Inns

How do I spend a weekend in St. Michaels MD?

St. Michaels, Maryland is a charming town with plenty to see and do, making it an ideal destination for a weekend getaway. Begin your weekend by exploring the town’s quaint streets and historic buildings, including the Chesapeake Bay Maritime Museum and the St. Michaels Museum at St. Mary’s Square. 

Take a relaxing stroll along the picturesque waterfront or rent a bike to explore the scenic countryside. Indulge in some local cuisine at one of the many seafood restaurants, and don’t forget to try the famous Maryland crab cakes. 

Spend a day on the water by taking a boat tour or renting a kayak or paddle-board. If you’re looking for some retail therapy, browse the unique boutiques and antique shops for a one-of-a-kind find. End your weekend with a visit to one of the local wineries or breweries for a tasting and a chance to unwind before heading back home.

What is St. Michaels MD known for?

St. Michaels, MD is a historic town on Maryland’s Eastern Shore known for its serene waterfront, rich maritime history and classic Colonial architecture. It is home to the Chesapeake Bay Maritime Museum, which celebrates the area’s nautical history and culture, hosting numerous events throughout the year that draw a large number of visitors from all over the region.

St. Michaels is also known for its charming downtown area with restaurants, shops and galleries.

What is the best time of year to visit St. Michaels MD?

The best time of year to visit St. Michaels MD is in the late spring or early fall when temperatures are mild and the town’s many attractions, activities, and festivals are in full swing. The summer months tend to get quite hot and humid, while winter can be chilly. Spring brings plenty of blooms for nature lovers and mild temperatures for outdoor activities like biking along the waterfront or fishing on one of the nearby creeks.

Late autumn offers beautiful foliage colors and a final chance to get out on a boat before winter sets in. St. Michaels also hosts a number of festivals during the year, so it’s worth checking out what else is happening in town when you plan your visit.

Is St. Michaels worth visiting?

Yes, St. Michaels is definitely worth visiting. This charming town located on the Eastern Shore of Maryland is known for its rich maritime history, picturesque scenery, and friendly community. The town’s quaint streets are lined with unique boutiques, antique shops, and art galleries, making it a great place for a leisurely stroll or a day of shopping. 

The Chesapeake Bay Maritime Museum is a must-visit attraction for anyone interested in the town’s maritime history, and the scenic waterfront offers a variety of activities such as boating, fishing, and kayaking. St. Michaels is also known for its delicious seafood, including the famous Maryland blue crab, which can be enjoyed at one of the many local restaurants. 

The town’s small size and friendly atmosphere make it a perfect destination for a relaxing weekend getaway or day trip. Overall, St. Michaels is a charming and delightful town that offers something for everyone and is definitely worth visiting.

Final thoughts on St Michaels, MD Bed and Breakfast and Inns

St. Michaels, MD is a charming town on the Eastern Shore of Maryland that offers visitors a range of activities and attractions to enjoy. One of the best ways to experience the town’s hospitality and charm is by staying at one of the many beautiful bed and breakfasts in the area, so check out this list before you book your next vacation!

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